Vacation rentals in Anguilla

561 available vacation rental offers

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Anguilla vacation rentals
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Best Vacation rentals and Airbnb offers in Anguilla

Best family friendly Anguilla vacation rentals

Among the 561 accommodations in Anguilla, here are the 4 best family friendly rentals

Tropix Getaway - Rental Car Available - Anguilla
9.3 76 reviews

Tropix Getaway - Rental Car Available

apartment, Crocus Hill
The Tropix Getaway apartment is located in Crocus Hill, just 5km from Crocus Bay Beach and 14km from Shoal Bay. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 5 square metres, comfortably accommodating up to 7 guests. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace with sea views.
Relaxing Fully Furnished, All-inclusive Utilites - Anguilla
10 20 reviews

Relaxing Fully Furnished, All-inclusive Utilites

resort
This two-bedroom apartment in George Hill offers stunning views of the surrounding islands and beaches, just a short distance from the pristine sands of Shoal Bay.
The self-catering apartment comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden, perfect for enjoying the tranquil surroundings.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

house, The Valley
This Valley holiday home, situated 6km from Anguilla Airport and 13km from Shoal Bay, offers convenient access to key attractions.
The 232 square metre property boasts one bedroom, two bathrooms, and sleeps eleven guests, featuring a private pool, Jacuzzi, garden, and fully equipped kitchen with appliances including a dishwasher and washing machine.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews

6 Br Villa On Crocus Bay With Pool & Concierge

house
This CéBlue Villa is located on a hillside overlooking Crocus Bay, just a short walk from the beach and its renowned snorkeling spots. The surrounding area is peaceful and offers stunning sunset views.
This six-bedroom villa can accommodate up to 12 guests and includes five bathrooms, a private pool, and a spacious outdoor living area. The villa also offers a fully equipped kitchen, daily housekeeping, and access to the Da'Vida Beach Club, which provides a range of amenities and activities.

Best Anguilla vacation rentals with a pool

Among the 561 accommodations in Anguilla, here are the 4 best rentals with a pool

Cloud Cottage- Cliffside Villa - Anguilla
9.8 27 reviews

Cloud Cottage- Cliffside Villa

apartment
Villa Cloud Cottage is located in peaceful North Hill, just a short walk from the secluded Katouche Bay beach. The villa has received excellent ratings for location, cleanliness, and overall experience.
The villa has four bedrooms and three bathrooms, accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a garden, and parking.
An Oasis In Sea Feathers - Anguilla
10 2 reviews

An Oasis In Sea Feathers

apartment
This 3-bedroom, 2-bathroom flat offers accommodation for up to 6 guests in East End Village, conveniently located a short distance from key landmarks.
This residence provides essential amenities including air conditioning, internet, a kitchen, swimming pool, and parking, ensuring a comfortable stay for visitors exploring East End Village.
Ravissante Maison Créole Les Pieds Dans L Eau - Anguilla
No reviews

Ravissante Maison Créole Les Pieds Dans L Eau

apartment
This three-bedroom apartment is situated in a peaceful neighbourhood, just a short distance from the stunning Cul-de-Sac Bay and the nearby Ilet Pinel island, renowned for its pristine beaches and excellent snorkelling opportunities.
The comfortable property, suitable for up to six guests, offers a fully equipped kitchen, a private garden, and a swimming pool. Guests can enjoy direct access to the sea, kayaking, and explore the local marine reserve.
Lovely Studio Apartments With Pool - Anguilla
9.0 12 reviews

Lovely Studio Apartments With Pool

apartment
This studio flat is located in South Hill Village, just a short walk from the town centre and its shops and restaurants. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The studio is ideal for up to 3 guests and features a modern kitchen with a fridge and microwave. Guests can enjoy access to a shared sun deck, a swimming pool and parking.

Frequently Asked Questions about vacation rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, head to Shoal Bay East, consistently ranked among the world's best, or Meads Bay, known for its calm waters and upscale resorts. Explore the historical landmarks at the Old Quarry and Wallblake House, offering glimpses into Anguilla's past. For breathtaking views, climb to the top of Crocus Hill.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Grand Ocean Suite - 2 Bedroom and Blue Dream Apartments are the most popular Airbnb and vacation rentals in Anguilla among travelers.

  • What are the typical activities to do in Anguilla?

    Anguilla offers a variety of activities. Relax on its pristine beaches, snorkel or dive in the clear waters, explore the island by boat, go kitesurfing at Barnes Bay, or enjoy a sunset catamaran cruise. Many visitors also enjoy exploring the island's diverse restaurants and bars.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate year-round. However, the trade winds tend to make the northern parts of the island, such as Shoal Bay, slightly cooler and breezier than the southern areas.
  • What are the best vacation rentals with a pool in Anguilla?

  • What airport options are there for reaching Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA), located on the island. Most visitors fly into this airport.
  • What are the best rentals for families and kids in Anguilla?

  • Are there specific challenges to driving in Anguilla that visitors should know?

    Driving in Anguilla is generally straightforward, but visitors should be aware of narrow roads, particularly in some of the more rural areas. Driving on the left side of the road is standard practice, and some roads lack streetlights, so caution is advised at night.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

    The best vacation rentals or Airbnb with a jacuzzi in Anguilla are Maho Beach House - Grand Ocean Suite - 2 Bedroom, Blue Dream Apartments and The Villas On Great Bay - Villa Lavinia #9.

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's festival calendar includes the Anguilla Summer Festival, a vibrant celebration featuring music, dance, and food. The festival usually takes place in August. Smaller, local events are also held throughout the year.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the dry season, from April to June, when the weather is warm, sunny, and relatively dry. However, the island is a popular destination year-round.
  • What are some local dishes to try in Anguilla?

    Be sure to sample Anguilla's local cuisine, including lobster, fresh fish, and conch dishes. Many restaurants offer traditional dishes with a modern twist. Try the local Johnny Cakes, a delicious fried bread.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    In case of a medical emergency, dial 911. For security issues, contact the local police department.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed atmosphere, but it's always respectful to dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for tourism-related services.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider basing yourself in the areas of Shoal Bay, Meads Bay, or the quieter areas of the island's West End, which offer a mix of beach access, restaurants, and activities.
  • What are the best areas to spend a weekend in Anguilla?

    For a weekend getaway, the areas around Shoal Bay East or Meads Bay provide easy access to beaches, restaurants, and bars, making them ideal for a short trip.
  • What are the top shopping destinations in Anguilla?

    The main shopping areas are located in The Valley, Anguilla's capital, and in the vicinity of the major resorts in areas like Meads Bay and Shoal Bay. You'll find duty-free shops offering a variety of goods.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Venture beyond the main tourist areas to discover hidden coves along the island's coastline. Explore the island's interior, visiting smaller villages and experiencing the local life. Consider renting a car to access these areas more easily.

Best Anguilla vacation rentals with parking

Harmony At Bayview Homes - Anguilla
9.8 44 reviews

Harmony At Bayview Homes

apartment
Harmony, a three-bedroom Shoal Bay apartment, offers luxurious self-catering accommodation.
This spacious 4260 sq ft (approx. 396 sq m) property sleeps six, boasting three king-sized ensuite bedrooms, multiple living areas, six balconies, a fully equipped kitchen, and amenities including smart TVs, Wi-Fi, and air conditioning; its precise location within Shoal Bay is unspecified but proximity to the beach is implied.
Malibu House Anguilla - Steps To The Four Seasons - Anguilla
10 13 reviews

Malibu House Anguilla - Steps To The Four Seasons

apartment
Malibu House Anguilla, a luxurious three-bedroom property, is situated on a coveted beach near the Four Seasons and Malliouhana resorts in Anguilla.
This beachfront villa offers stunning ocean views, sleeps eight guests, includes housekeeping three days a week, and boasts a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, and parking.
Blue Bailando- Caribbean Retreat - Anguilla
10 8 reviews

Blue Bailando- Caribbean Retreat

apartment, Island Harbour
This Island Harbour holiday home, near Shoal Bay East beach, offers convenient access to local restaurants.
The two-bedroom, two-bathroom property sleeps four guests and features a fully equipped kitchen, air conditioning, a breezy porch, covered parking, and a unique outdoor shower; access is via two staircases.
Villa Pastiche1, 3 Bdr, Walk To Beach, Ocean View - Anguilla
10 20 reviews

Villa Pastiche1, 3 Bdr, Walk To Beach, Ocean View

house
This house in Sandy Ground is a 5km drive from Pelican Bay, Crocus Bay, and Sandy Island, offering easy access to some of Anguilla's most beautiful beaches. The area is known for its relaxed atmosphere and stunning natural beauty.
The property features three bedrooms, three bathrooms, a fully equipped kitchen, and a balcony. It also includes amenities such as air conditioning, a garden, parking, and a concierge service.

Best Anguilla vacation rentals with a balcony

Jamies Apartments - Anguilla
No reviews

Jamies Apartments

apartment, Island Harbour
This Jamies Apartments flat is located in Island Harbour, 2.9 kilometres from Shoal Bay Beach and 3.0 kilometres from Shoal Bay, with Anguilla Airport 9.0 kilometres away.
This pet-friendly apartment sleeps up to nine guests and offers two bedrooms, a bathroom, air conditioning, a kitchen, a terrace, and complimentary WiFi and private parking.
J's Place - Anguilla
8.5 2 reviews

J's Place

apartment, East End Village
This apartment in East End Village is located 7.2 kilometres from Shoal Bay beach and 8 kilometres from Anguilla Airport, offering a peaceful retreat with complimentary private parking and a private balcony.
This spacious flat accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, and access to a swimming pool, with check-out between 08:00 and 11:00 AM.
Jenna Ville Estate - Anguilla
9.9 9 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
Gumbsie Villas - Anguilla
No reviews

Gumbsie Villas

apartment, The Valley
This Gumbsie Villas apartment is situated in The Valley, 4.19 kilometres from Shoal Bay and 5.95 kilometres from Anguilla Airport.
This one-bedroom flat offers air conditioning, a fully equipped kitchen, complimentary private parking, and free high-speed Wi-Fi, with direct access to a terrace boasting garden views.
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